Tipiracil hydrochloride

Base Information

• Chemical Name: Tipiracil hydrochloride
• CAS No.: 183204-72-0
• Molecular Formula: C9H11 Cl N4 O2 . Cl H
• Molecular Weight: 279.12300
• European Community (EC) Number: 814-019-4
• UNII: 4H59KLQ0A4
• DSSTox Substance ID: DTXSID001027748
• Wikidata: Q27162848
• NCI Thesaurus Code: C152647
• RXCUI: 1670303
• Pharos Ligand ID: JRPJ7XXGDTSX
• ChEMBL ID: CHEMBL65375
• Mol file: 183204-72-0.mol

Synonyms:Tipiracil hydrochloride;183204-72-0;Tipiracil HCl;Tipiracil (hydrochloride);Tipiracil hydrochloride [USAN];TAS-1-462;UNII-4H59KLQ0A4;4H59KLQ0A4;5-Chloro-6-((2-iminopyrrolidin-1-yl)methyl)pyrimidine-2,4(1H,3H)-dione hydrochloride;5-chloro-6-[(2-iminopyrrolidin-1-yl)methyl]-1H-pyrimidine-2,4-dione;hydrochloride;CHEMBL65375;MA-1 hydrochloride;TPI;tipiracil.HCl;5-chloro-6-[(2-iminopyrrolidin-1-yl)methyl]pyrimidine-2,4(1H,3H)-dione hydrochloride;tipiracil monohydrochloride;SCHEMBL1682924;CHEBI:90877;EX-A882;KGHYQYACJRXCAT-UHFFFAOYSA-N;DTXSID001027748;AMY25415;BCP06245;EX-A1393;HY-A0063;Tipiracil hydrochloride (JAN/USAN);TIPIRACIL HYDROCHLORIDE [MI];MFCD01571384;s3731;TIPIRACIL HYDROCHLORIDE [JAN];AKOS027427002;CCG-267234;CS-1637;TIPIRACIL HYDROCHLORIDE [WHO-DD];2,4(1H,3H)-Pyrimidinedione,5-chloro-6-[(2-imino-1-pyrrolidinyl)methyl]-, hydrochloride (1:1);AC-30634;AS-56082;Tipiracil hydrochloride, >=98% (HPLC);FT-0700247;TIPIRACIL HYDROCHLORIDE [ORANGE BOOK];A13098;D10467;LONSURF COMPONENT TIPIRACIL HYDROCHLORIDE;A847265;S-95005 COMPONENT TIPIRACIL HYDROCHLORIDE;TAS-102 COMPONENT TIPIRACIL HYDROCHLORIDE;TIPIRACIL HYDROCHLORIDE COMPONENT OF LONSURF;J-690251;Q27162848;5-chloro-6-(1-(2-iminopyrrolidinyl)methyl)uracil hydrochloride;5-chloro-6-(1-(2-iminopyrrolidinyl)-methyl)uracil hydrochloride;5-chloro-6-((2-iminopyrrolidin-1-yl)methyl)pyrimidine-2,4(1h,3h)-dione hcl;5-Chloro-6-((2-iminopyrrolidin-1-yl)methyl)pyrimidine-2,4(1H,3H)-dionehydrochloride;5-Chloro-6-(2-iminopyrrolidin-1-yl)methyl-2,4(1H,3H)-pyrimidinedione Hydrochloride;5-Chloro-6-(2-iminopyrrolidin-1-yl)methyl-2,4-(1H,3H)-pyrimidinedione Hydrochloride;1-[(5-chloro-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)methyl]pyrrolidin-2-iminium chloride;2,4(1H,3H)-PYRIMIDINEDIONE, 5-CHLORO-6-((2-IMINO-1-PYRROLIDINYL)METHYL)-, HYDROCHLORIDE (1:1);5-chloro-6-((2-iminopyrrolidin-1-yl)methyl)pyrimidine-2,4(1H,3H)-dione hydrochloride;5-CHLORO-6-(2-IMINO-PYRROLIDIN-1-YL)METHYL-2,4(1H,3H)-PYRIMIDINEDIONE HYDROCHLORIDE

Chemical Property of Tipiracil hydrochloride

Chemical Property:

• Melting Point: 245℃ (decomposition)
• PSA: 93.33000
• LogP: 1.95390
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly, Heated), Water (Slightly)
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 278.0337310
• Heavy Atom Count: 17
• Complexity: 404

Purity/Quality:

99.5%+ ^*data from raw suppliers

TipiracilHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=N)N(C1)CC2=C(C(=O)NC(=O)N2)Cl.Cl
• Recent ClinicalTrials: Analgesic Effect of Trigger Point Injection and EMLA for Shoulder Pain in Laparoscopic Hysterectomy
• Recent EU Clinical Trials: A Phase 3, Randomized, Open-label (Sponsor Blinded) Study of Relatlimab-nivolumab Fixed-dose Combination Versus Regorafenib or Trifluridine + Tipiracil (TAS-102) for Participants with Later-lines of Metastatic Colorectal Cancer
• Recent NIPH Clinical Trials: ALTAIR study
• Description: Tipiracil (TPI) is a potent and competitive inhibitor of thymidine phosphorylase (TPase) with an IC50 value of 35 nM for human placental TPase. It is selective for TPase over other pyrimidine-metabolizing enzymes (IC50s = >1 mM for UPase, OPRTase, TK, and DPDase). TPI inhibits the phosphorolysis and degradation of trifluorothymidine , a cytotoxic nucleoside, in human breast and colon carcinoma tumor samples. Oral administration of TPI (12.5-50 mg/kg) enhances the anti-tumor activity of trifluorothymidine in a mouse AZ-521 stomach cancer xenograft model. Formulations containing TPI have been used for the treatment of metastatic colorectal cancer.
• Uses: Tipiracil Hydrochloride serves as a treatment for metastatic colorectal cancer (mCRC). A thymidine phosphorylase inhibitor.